6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose

Base Information

Chemical Name:6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose
CAS No.:869550-13-0
Molecular Formula:C₅₁H₆₉NO₁₂Si
Molecular Weight:916.194
Hs Code.:

Synonyms:6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose

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Chemical Property of 6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose

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Technology Process of 6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose

There total 5 articles about 6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 869550-12-9
5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-(benzyloxymethyl)-1-O-(tert-butyl(dimethyl)silyl)-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nonitol

: 869550-13-0
6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose

Guidance literature:: 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-(benzyloxymethyl)-1-O-(tert-butyl(dimethyl)silyl)-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nonitol; With ozone; In methanol; dichloromethane; at -78 ℃; for 0.333333h;

With dimethylsulfide; In methanol; dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo0512608

Reference yield:

: 869550-11-8
5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-(benzyloxymethyl)-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nonitol

: 869550-13-0
6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / imidazole / dimethylformamide / 0 - 20 °C

2.1: O₃ / methanol; CH₂Cl₂ / 0.33 h / -78 °C

2.2: 92 percent / Me₂S / methanol; CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; ozone; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0512608

Reference yield:

: 869550-10-7
methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate

: 869550-13-0
6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / LiEt₃BH / tetrahydrofuran / 0.5 h / 20 °C

2.1: 93 percent / imidazole / dimethylformamide / 0 - 20 °C

3.1: O₃ / methanol; CH₂Cl₂ / 0.33 h / -78 °C

3.2: 92 percent / Me₂S / methanol; CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; lithium triethylborohydride; ozone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0512608